98+ Private Villas and Holiday Rentals in Sugarloaf Key |
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Sugarloaf Key Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Sugarloaf Key

Discover more than 98 vacation rentals available in Sugarloaf Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sugarloaf Key.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sugarloaf Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sugarloaf Key. On average, places to stay near Sugarloaf Key offer 1550.47 ft², with nightly prices averaging US $787.

With Casai, finding and comparing holiday rentals in Sugarloaf Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Sugarloaf Key

Type Count
Vacation Homes 87
Cottages 5
Villas 1

Use these Quick Filters to Find a Holiday Rental in Sugarloaf Key

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Sugarloaf Key.

Weather in Sugarloaf Key, FL

View the weather forecast for Sugarloaf Key before booking your Sugarloaf Key Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Sugarloaf Key, FL

Casai offers a large selection of top attractions around Sugarloaf Key . Research things to do on your vacation before you visit Sugarloaf Key.


Key West Fly Fishing
Upper Sugarloaf Key
Sugarloaf Beach
Upper Sugarloaf Sound
Duval Street
Smathers Beach
Southernmost Point
Mallory Square
South Beach
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Florida Keys Beaches
Saddlebunch Keys
Harry S. Truman Little White House
Key West Shipwreck Museum

Other Places to Stay in Sugarloaf Key, FL


Lower Florida Keys 4,030 Properties
Upper Sugarloaf Key 242 Properties
Key West Fly Fishing 128 Properties
Sugarloaf Beach 102 Properties
Upper Sugarloaf Sound 40 Properties
Sugarloaf Shores 26 Properties
Lower Sugarloaf Key 26 Properties

Frequently Asked Questions About Sugarloaf Key?

What are the top holiday rentals in Sugarloaf Key?

With numerous options available in Sugarloaf Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sugarloaf Key:

How many holiday rentals have private pools in Sugarloaf Key?

Discover a selection of holiday rentals with private pools near Sugarloaf Key with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Sugarloaf Key are best for families?

If you're searching for a family-friendly holiday home in Sugarloaf Key, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Sugarloaf Key:

How many Casai.com holiday rentals are available in Sugarloaf Key?

As of 2025, Casai boasts over 98 properties listed in the Sugarloaf Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sugarloaf Key.

Nearby Neighborhood (1) 
Neighborhood Property Count
Sugarloaf Shores Vacation Rentals in Sugarloaf Key, Florida 26

People Also Ask

There are 98 Sugarloaf Key, FL Holiday Rentals

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